Senior SMB Sales Account Executive, Toronto

Sorry, this job was removed at 12:12 a.m. (CST) on Saturday, Jun 14, 2025
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Hiring Remotely in Toronto, ON
Remote or Hybrid
120K-180K Annually
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Block builds simple, powerful tools that make progress towards an economy that’s truly open to all.
The Role
Square is looking for a tenured Account Executive with a new logo sales background to join our SMB Sales Team. This role works with all merchant verticals. You will create your own outbound strategy while working with the Business Development team to build a book of business. You will be expected to source leads, cold call and email them to generate interest and close deals selling our Square ecosystem to prospective merchants. This role requires excellent communication skills, diligence, and a strong ability to build rapport with prospects to negotiate and close complex deals.
You will:
  • Understand the business and technology needs of a merchant to execute a sales motion using a consultative approach
  • Conduct prospecting, discovery calls, demos and develop a solution with first and third party offerings that best meets the prospect's needs
  • As needed, go into the field to build strong relationships and increase win rates
  • Deliver a predictable, repeatable and scalable outbound sales process to fill your pipeline and close deals (prospecting activities include:, cold calling, cold emailing, social selling, etc.)
  • Partner with our Business Development Team to convert and close cold, outbound leads
  • Lead the charge introducing Square to merchants in all verticals (restaurants, retail, services)
  • Oversee the sales cycle from prospect to close and partner with other teams to ensure successful onboarding
  • Achieve and exceed monthly sales goals and key performance indicators (KPIs) through proactive outbound sales efforts
  • Partner with Product and Marketing teams to ensure our solutions meet the needs of the market
  • Use your prior sales experience to inform a creative go-to-market strategy
  • Utilize Salesforce to track, monitor, and report on sales activities, pipeline status, and outcomes

You have:
  • 3+ years of sales experience in a full cycle closing role
  • A BA/BS degree or relevant experience
  • Demonstrated exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
  • Business development experience (sourcing and acquiring your own new logos from self-generated efforts prospecting to close)
  • Business development experience (e.g. new logo sourcing and acquisition)
  • A collaborative and team player mentality
  • Prior Salesforce experience or equivalent

We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis.
We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we're doing to build a workplace that is fair and square? Check out our I+D page .
Block takes a market-based approach to pay, and pay may vary depending on your location. The successful candidate's starting pay will be determined based on the candidate's work location and may be modified in the future.
Canada: CAD $120,200 - CAD $180,400
Amounts listed above include target variable compensation.
Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.
Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we're helping build a financial system that is open to everyone.

What the Team is Saying

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The Company
HQ: Oakland, CA
12,000 Employees
Year Founded: 2009

What We Do

Block, Inc. (NYSE: SQ) is a global technology company with a focus on financial services. Made up of Square, Cash App, Spiral, TIDAL, and TBD, we build tools to help more people access the economy.

Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we’re helping build a financial system that is open to everyone.

Why Work With Us

Across our ecosystem, we’re working to help our diverse audiences — sellers, individuals, artists, fans, developers, and all the people in between — overcome barriers to access the economy.

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At Block, your benefits evolve with you. Whether you’re planning for your financial future, prioritizing flexibility, or focused on well-being, we’ve got you covered. Competitive pay & health coverage form the foundation, but our benefits go further.

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